Discover Your Perfect Cypress Point Country Club Vacation Homes

Best Vacation Homes in Cypress Point Country Club

Why Choose Rent By Owner for your Cypress Point Country Club Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Cypress Point Country Club Vacation Rentals

Where are the best neighborhoods to stay in Cypress Point Country Club?

When choosing where to stay in Virginia Beach, Cypress Point Country Club offers a charming and convenient neighborhood that combines relaxation with easy access to local amenities. This area is perfect for those seeking comfortable vacation rentals close to the scenic beauty of Virginia Beach while enjoying a tranquil atmosphere. Whether you're exploring nearby attractions or simply unwinding in your rental, Cypress Point provides an ideal base for a memorable getaway in Virginia Beach, Virginia. Trust in this well-regarded neighborhood for a seamless and enjoyable vacation experience.

Ocean View

Located nearby, Ocean View offers a peaceful coastal atmosphere where you can enjoy scenic views and easy access to the waterfront, making it an ideal area for those seeking relaxing beachside stays.

View 888+ Rentals in Ocean View

Northeast Virginia Beach

This part of the region provides convenient access to local attractions and vibrant community events, perfect for travelers wanting to experience both relaxation and entertainment close to your stay.

View 1232+ Rentals in Northeast Virginia Beach

Chic's Beach

Famous for its laid-back vibe, Chic's Beach is a favorite among visitors looking to enjoy breezy beach days, trendy cafes, and a welcoming neighborhood atmosphere just moments from your accommodations.

View 36+ Rentals in Chic's Beach

Downtown

The bustling downtown district provides easy access to cultural venues and lively nightlife, offering a dynamic setting for those who want to explore the city’s energetic side during their stay.

View 148+ Rentals in Downtown

Lynnhaven

This residential area features a variety of shopping centers and parks, providing a comfortable environment for families and travelers looking for convenience and local charm.

View 65+ Rentals in Lynnhaven

Willoughby Spit

Situated close to the water, Willoughby Spit offers tranquil views and outdoor activities, making it a peaceful retreat with easy access to the region’s beaches and recreational spots.

View 148+ Rentals in Willoughby Spit

East Ocean View

East Ocean View provides a charming coastal neighborhood setting where you can enjoy quiet beaches and scenic walks along the shoreline, ideal for a relaxing getaway.

View 170+ Rentals in East Ocean View

Greenbrier East

This family-friendly neighborhood combines comfort and convenience, offering easy access to shopping, dining, and outdoor activities within the broader Chesapeake area near your stay.

View 38+ Rentals in Greenbrier East

Best Times to Visit Cypress Point Country Club

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this destination ensures you can enjoy optimal weather and local events, making your stay in Virginia Beach more memorable and tailored to your preferences.

Peak Season Highlights

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Summer (June to August)

During the summer months, you'll experience warm weather ideal for enjoying the outdoor amenities and scenic views of this coastal region.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F
autumn
Early Fall (September to October)

The early fall offers pleasant temperatures and fewer crowds, making it an excellent time to explore the area's natural beauty and local activities.

Average Temperature Daytime: 78°F to 82°F - Nighttime: 60°F to 65°F

Off-Season Highlights

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Late Fall to Winter (November to February)

This time of year tends to be quieter, with cooler temperatures that are perfect for relaxing indoors or enjoying the peaceful landscape.

Average Temperature Daytime: 50°F to 55°F - Nighttime: 35°F to 40°F
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Early Spring (March to May)

As the area transitions into spring, you can find fewer visitors and mild weather, ideal for those seeking a more tranquil experience.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Cypress Point Country Club

How to Book Your Cypress Point Country Club Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Cypress Point Country Club

More Top-Rated Vacation Rentals in Cypress Point Country Club Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Access to scenic outdoor swimming pools perfect for relaxation during warm Virginia Beach days.
  • Well-maintained golf courses offering a great outdoor activity within the community.
  • Spacious outdoor patios or decks ideal for enjoying the coastal breeze and sunshine.
  • Beautifully landscaped gardens providing tranquil spots for outdoor lounging or reading.
  • Private or shared tennis courts to stay active amidst the region’s pleasant climate.
  • Outdoor grilling areas or barbecue pits for hosting memorable gatherings with family and friends.
  • Nearby parks or walking trails where you can explore the natural beauty of the area.

Top Attractions Around Cypress Point Country Club

What attractions are nearby?

During your stay, you'll find a variety of nearby activities to enjoy, from exploring scenic outdoor spaces to engaging in local leisure pursuits that highlight the charm of this coastal region.

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Family Activities

  • Virginia Aquarium & Marine Science Center: Dive into engaging exhibits and interactive displays that captivate the whole family, making it a must-visit in the area.
  • First Landing State Park: Explore scenic trails, beach access, and natural beauty perfect for outdoor adventures with children or leisurely picnics by the water.
  • Ocean Breeze Waterpark: Enjoy thrilling water rides and lazy river floats at this popular destination, offering fun-filled days for families staying in nearby vacation rentals.
  • Mount Trashmore Park: Experience a unique park with playgrounds, walking trails, and a skate park, providing entertainment and outdoor activities for visitors of all ages.
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Adult Activities

  • Golfing at Cypress Point Country Club: Enjoy a round of world-class golf on meticulously maintained courses that showcase the scenic beauty of this area.
  • Sailing and Water Activities: Take advantage of the region’s access to the Chesapeake Bay for sailing, kayaking, or paddleboarding adventures right from nearby marinas.
  • Bird Watching and Nature Walks: Explore the serene parks and natural preserves surrounding here, ideal for observing local bird species and enjoying peaceful walks.
  • Dining at Local Restaurants: Savor fresh seafood and regional cuisine at popular eateries, offering authentic flavors just moments from your rental here.

Cypress Point Country Club Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Nearby Golf Courses: Take advantage of the region’s renowned golf courses by scheduling a round to enjoy the scenic landscapes and expert play here.
  • Visit Local Beaches: Make time for relaxing days at the nearby beaches, where you can soak up the sun and experience the coastal charm of this popular destination.
  • Plan Water Activities: Engage in water sports like kayaking or paddleboarding to make the most of the area’s waterfront scenery and warm Atlantic waters.
  • Discover Coastal Dining: Sample the regional cuisine at local eateries, offering fresh seafood and regional specialties that highlight the flavors of this seaside location.

Transportation Options

  • Car Rentals: Renting a car gives you the flexibility to explore Virginia Beach and its scenic coastal areas at your own pace from this convenient destination.
  • Public Transportation: The local transit services provide an affordable and reliable way to navigate around the region without the need for a private vehicle.
  • Ridesharing Services: Rideshare options like Uber and Lyft are readily available here, offering a convenient transportation solution for short trips within the area.
  • Biking and Walking: The region’s scenic pathways and bike-friendly routes allow you to enjoy leisurely rides and walks around the neighborhood and nearby attractions.

Local Customs Options

  • Golf Etiquette: When in the area, you'll find that respectful golf etiquette is highly valued at local courses, emphasizing courtesy and sportsmanship among players.
  • Seafood Dining Customs: Dining locally often involves enjoying fresh seafood with an appreciation for casual yet attentive dining manners that reflect the region's coastal heritage.
  • Beach Protocols: Visitors are advised to follow specific beach customs, such as cleaning up after themselves and respecting designated swimming areas along the shoreline.
  • Community Events: Participating in neighborhood gatherings and festivals typically involves embracing friendly social interactions and a relaxed, welcoming atmosphere unique to this destination.

Frequently Asked Questions About Cypress Point Country Club?

1. What are the top vacation rentals in Cypress Point Country Club?

There are a lot of options in Cypress Point Country Club. If you plan on staying in the Cypress Point Country Club area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cypress Point Country Club:

2. How many Rentbyowner vacation rentals are available in Cypress Point Country Club?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 144 in the Cypress Point Country Club area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cypress Point Country Club. 

3. What is the cancellation policy for booking vacation rentals in this area?

The cancellation policy varies depending on the specific property you choose. Please review the listing details or contact the property owner directly to understand the terms and any applicable fees.

4. How do I confirm my reservation at a vacation rental in this region?

Reservations are typically confirmed through the listing platform once your booking request is accepted and any required payments are processed. Be sure to review the confirmation email and contact the host if you have questions.

5. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or taxes may apply. Details about these fees will be displayed during the booking process or can be clarified by the property owner upon inquiry.

6. What amenities are generally available in vacation rentals in this destination?

Most properties in the area offer a range of amenities including Wi-Fi, kitchen facilities, parking, and outdoor spaces. For specifics, please refer to the individual listing or contact the host directly.

7. Is it possible to accommodate large groups or families in vacation rentals here?

Many listings are suitable for groups or families, but capacity varies. Review the host’s description and policies to ensure the property meets your size requirements before booking.

Best Vacation Homes in Cypress Point Country Club